Itunes on Macbook error message since Ipad appeared on the scene

After several hours of speaking with Apple Care today, finanlly, I was referred to a supervisor.  It took him 5 minutes to tell me what to do. He said I was benefitting from a previous call where they had been searching for the answer for 2 hours.   He had me: go to Go, holding down option, library then we went somewhere and deleted something.  I was so happy it was fixed, I foolishly did not write down that "something" that we erased in addition to Cache (that one I remember).  I remember it was Apple. something, something....dbg ???? 
Everything was going great tonight and then I decided I needed to synch Ipad with Macbook.  Crashed again and now won't stop crashing! 
Anyone know what that command might have been that I erased in order to get the Itunes on Ipad & Macbook to speak nice to one another?  I know, I'm an idiot for not writing it down!
Thanks,
P.S.  I'm also wondering how IPad and Macbook Itunes are going to "Match" since it appears I must re-choose Playlists as they are not imported over as playlists but rather songs that then need to be downloaded.

Do you have any better luck with that if you update to iTunes 10.6.1.7?
From the notes for the release:
iTunes 10.6.1 provides a number of improvements, including:
• Fixes several issues that may cause iTunes to unexpectedly quit while playing videos, changing artwork size in Grid view and syncing photos to devices.
• Addresses an issue where some iTunes interface elements are incorrectly described by VoiceOver and WindowEyes.
• Fixes a problem where iTunes may become unresponsive while syncing iPod nano or iPod shuffle.
• Resolves an ordering problem while browsing TV episodes in your iTunes library on Apple TV.
http://www.apple.com/itunes/download/

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