https://bugs.winehq.org/show_bug.cgi?id=57202
--- Comment #6 from Esme Povirk madewokherd@gmail.com --- The only thing Wine Mono related in that log is the upgrade. That's worth checking.
Can you try this: Run "wine uninstaller" and uninstall Wine Mono in the GUI, then run "wine regsvr32 mscoree" to reinstall it. I want to see if that fails in a similar way.
If that's not it, WINEDEBUG=+process might also give some info.