I thought I'd be in the money with this. I cheated a bit on your suggestion, by only cleaning up the destination spec by removing its "media" prefix. Then I did a Simulation, with success. But every time I actually Executed (I'm still in Grsync), there was an error:
*** Launching RSYNC command:
pkexec rsync -r -t -v --progress -s /media/Win7/Documents and Settings/Paul/Application Data/The Word/ /root/.wine/drive_c/Application Data/The Word/
sending incremental file list
rsync: mkdir "/root/.wine/drive_c/Application Data/The Word" failed: No such file or directory (2)
Subsequent rsync tries using your suggestion failed as well, without notification.
This baffles me, because the directory exists already. The problem seems to be related to the program, theWord, running under WINE. Using theWord's browser within Wine, the destination directory should be file:///root/.wine/drive_c/users/root/Application Data/The Word. But using that gets me into the original Port 22 FTP problem. If I delete the file:/// prefix, the Simulation goes fine, but the Execution produces the mkdir error.
If I run the rsync using a plain vanilla directory, such as root/documents/the word, rsync works flawlessly. The problem there is that Wine isn't allowing theWord to see outside it's own simulated drive_c universe. So I'm stuck in no-man's land.
This is probably more a WINE question than an rsync question. I guess I need to ask it again in that light.