Thanks for your feedback!
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Has the number of dialogs been reduced when a conflicting state happens?
I would also suggest that the [HELP] button directly links to the relevant paragraph https://winscp.net/eng/docs/task_navigate#synchronize_browsing and not just to the page.
It is not easy to do:
Image you are in c:\documents and /home/prikrylm.
You enter directory "images" in either of them.
Now you are in c:\documents\images /home/prikrylm/images
You leave the directory (enter "..").
Now you are in c:\documents /home/prikrylm
Now you enter local directory "html" which does not exist remotely.
Now you are in c:\documents\html /home/prikrylm
1) You leave the directory (enter "..")
Now you are in c:\documents /home and out of sync.
2) You enter directory "blah" which is in both directories.
Now you are in c:\documents\html\blah /home/prikryl/blah and out of sync.