I am having this same issue and I'm about to start pulling my hair out.
This is the most annoying bug ever as I use VM continually throughout
the day and about 30-40 times I have to reset the keyboard to fix this
issue.  I have a workaround that doesn't involve a reboot but still..
what a pain in the arse.  I never thought I'd see the day where I would
say "Damn.. I miss my Windows box.  At least everything worked when I
used Windows...."  ug....

The workaround...

System > Preferences > Keyboard >> Layouts

Add another keyboard in this area.  I have the Spain version added.
Whenever the box messes up, go into this layout area and just switch the two 
layouts around.  Then switch them right back again.

Bam.. that fixes the issue (for now)

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Shift key (and caps lock) stop working when using VMWare
https://bugs.launchpad.net/bugs/195982
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