Hey nadeem1218,
Please refer below smaple.
HTML
<asp:ListView ID="lvImages" runat="server" GroupPlaceholderID="groupPlaceHolder1"
    ItemPlaceholderID="itemPlaceHolder1">
    <LayoutTemplate>
        <table border="1" cellpadding="0" cellspacing="0">
            <tr>
                <th>
                    Photos
                </th>
            </tr>
            <asp:PlaceHolder runat="server" ID="groupPlaceHolder1"></asp:PlaceHolder>
        </table>
    </LayoutTemplate>
    <GroupTemplate>
        <tr>
            <asp:PlaceHolder runat="server" ID="itemPlaceHolder1"></asp:PlaceHolder>
        </tr>
    </GroupTemplate>
    <ItemTemplate>
        <td>
            <asp:Image ID="Image1" ImageUrl='<%# Eval("Value") %>' runat="server" Height="50"
                Width="50" />
        </td>
    </ItemTemplate>
</asp:ListView>
<br />
<asp:Button Text="Export To Pdf" runat="server" OnClick="ExportPdf" />
Namespaces
C#
using System.Data;
using System.Data.SqlClient;
using System.Configuration;
using System.IO;
using iTextSharp.text;
using iTextSharp.text.html.simpleparser;
using iTextSharp.text.pdf;
using System.Collections.Generic;
VB.Net
Imports System.Data
Imports System.Data.SqlClient
Imports System.Configuration
Imports System.IO
Imports iTextSharp.text.pdf
Imports iTextSharp.text
Imports iTextSharp.text.html.simpleparser
Code
C#
protected void Page_Load(object sender, EventArgs e)
{
    if (!this.IsPostBack)
    {
        DataTable dt = GetData();
        string[] filePaths = Directory.GetFiles(@"\\144.44.0.100\Share\USERS\Path\");
        List<System.Web.UI.WebControls.ListItem> files = new List<System.Web.UI.WebControls.ListItem>();
        foreach (string filePath in filePaths)
        {
            foreach (DataRow row in dt.Rows)
            {
                string fileName = Path.GetFileName(filePath);
                if (fileName.Split('.', ' ')[0] == row["Id"].ToString())
                {
                    files.Add(new System.Web.UI.WebControls.ListItem(fileName, @"\\144.44.0.100\Share\USERS\Path\" + fileName));
                }
            }
        }
        lvImages.DataSource = files;
        lvImages.DataBind();
    }
}
private DataTable GetData()
{
    DataTable dt = new DataTable();
    string constr = ConfigurationManager.ConnectionStrings["constr"].ConnectionString;
    SqlConnection con = new SqlConnection(constr);
    SqlCommand cmd = new SqlCommand("SELECT * FROM tblFilespath", con);
    SqlDataAdapter sda = new SqlDataAdapter(cmd);
    sda.Fill(dt);
    return dt;
}
protected void ExportPdf(object sender, EventArgs e)
{
    Response.ContentType = "application/pdf";
    Response.AddHeader("content-disposition", "attachment;filename=GridViewExport.pdf");
    Response.Cache.SetCacheability(HttpCacheability.NoCache);
    StringWriter sw = new StringWriter();
    HtmlTextWriter hw = new HtmlTextWriter(sw);
    DataTable dt = GetData();
    string[] filePaths = Directory.GetFiles(@"\\144.44.0.100\Share\USERS\Path\");
    List<System.Web.UI.WebControls.ListItem> files = new List<System.Web.UI.WebControls.ListItem>();
    foreach (string filePath in filePaths)
    {
        foreach (DataRow row in dt.Rows)
        {
            string fileName = Path.GetFileName(filePath);
            if (fileName.Split('.', ' ')[0] == row["Id"].ToString())
            {
                files.Add(new System.Web.UI.WebControls.ListItem(fileName, @"\\144.44.0.100\Share\USERS\Path\" + fileName));
            }
        }
    }
    lvImages.DataSource = files;
    lvImages.DataBind();
    lvImages.RenderControl(hw);
    StringReader sr = new StringReader(sw.ToString());
    Document pdfDoc = new Document(PageSize.A4, 10f, 10f, 10f, 0f);
    HTMLWorker htmlparser = new HTMLWorker(pdfDoc);
    PdfWriter.GetInstance(pdfDoc, Response.OutputStream);
    pdfDoc.Open();
    htmlparser.Parse(sr);
    pdfDoc.Close();
    Response.Write(pdfDoc);
    Response.End();
}
VB.Net
Protected Sub Page_Load(ByVal sender As Object, ByVal e As EventArgs) Handles Me.Load
    If Not Me.IsPostBack Then
        Dim dt As DataTable = GetData()
        Dim filePaths As String() = Directory.GetFiles("\\144.44.0.100\Share\USERS\Path\")
        Dim files As List(Of System.Web.UI.WebControls.ListItem) = New List(Of System.Web.UI.WebControls.ListItem)()
        For Each filePath As String In filePaths
            For Each row As DataRow In dt.Rows
                Dim fileName As String = Path.GetFileName(filePath)
                If fileName.Split("."c, " "c)(0) = row("Id").ToString() Then
                    files.Add(New System.Web.UI.WebControls.ListItem(fileName, "\\144.44.0.100\Share\USERS\Path\" & fileName))
                End If
            Next
        Next
        lvImages.DataSource = files
        lvImages.DataBind()
    End If
End Sub
Private Function GetData() As DataTable
    Dim dt As DataTable = New DataTable()
    Dim constr As String = ConfigurationManager.ConnectionStrings("constr").ConnectionString
    Dim con As SqlConnection = New SqlConnection(constr)
    Dim cmd As SqlCommand = New SqlCommand("SELECT * FROM tblFilespath", con)
    Dim sda As SqlDataAdapter = New SqlDataAdapter(cmd)
    sda.Fill(dt)
    Return dt
End Function
Protected Sub ExportPdf(ByVal sender As Object, ByVal e As EventArgs)
    Response.ContentType = "application/pdf"
    Response.AddHeader("content-disposition", "attachment;filename=GridViewExport.pdf")
    Response.Cache.SetCacheability(HttpCacheability.NoCache)
    Dim sw As StringWriter = New StringWriter()
    Dim hw As HtmlTextWriter = New HtmlTextWriter(sw)
    Dim dt As DataTable = GetData()
    Dim filePaths As String() = Directory.GetFiles("\\144.44.0.100\Share\USERS\Path\")
    Dim files As List(Of System.Web.UI.WebControls.ListItem) = New List(Of System.Web.UI.WebControls.ListItem)()
    For Each filePath As String In filePaths
        For Each row As DataRow In dt.Rows
            Dim fileName As String = Path.GetFileName(filePath)
            If fileName.Split("."c, " "c)(0) = row("Id").ToString() Then
                files.Add(New System.Web.UI.WebControls.ListItem(fileName, "\\144.44.0.100\Share\USERS\Path\" & fileName))
            End If
        Next
    Next
    lvImages.DataSource = files
    lvImages.DataBind()
    lvImages.RenderControl(hw)
    Dim sr As StringReader = New StringReader(sw.ToString())
    Dim pdfDoc As Document = New Document(PageSize.A4, 10.0F, 10.0F, 10.0F, 0.0F)
    Dim htmlparser As HTMLWorker = New HTMLWorker(pdfDoc)
    PdfWriter.GetInstance(pdfDoc, Response.OutputStream)
    pdfDoc.Open()
    htmlparser.Parse(sr)
    pdfDoc.Close()
    Response.Write(pdfDoc)
    Response.End()
End Sub
Screenshot
