I have recently started using WinSCP to do ssh file transfers from a windows server.
I found it very annoying that I would need to press ok to a 'server prompt' dialog for each transfer when I dragged over a bunch of files to the destination server.
What I realized is that the server prompt will always be displayed for every new transfer which is initiated while any of the pending transfers is not complete.
To say it in other words, first do a complete transfer for one file. You will have to say ok to a server prompt for that. Subsequent transfers will not bring up the server prompt.
