I discovered that WinSCP allows me to connect to the server1, fine but my actual files are lying on "server2" which is accessible through "server1" tunnel.
Done so far:
Tried various options of Proxy/Telnet settings of WinSCP.
Also tried using VPN Dialer to start a tunnel but nothing seems to be working.. Can you suggest the right appraoch and clear my actual fundamentals. I've tried to explain my problem to the best of my knowledge but still if you have any questions fire me back.
Thanks for ur time.