Trouble syncing MS Outlook 2011 calendar with iPod touch

I use MS Outlook 2011 on my iMac for email, contacts and calendar. The Outlook calendar is syncing fine with iCal, which I know it has to do first since the iPod & iCloud will not sync directly with Outlook (go figure, MS & Apple still haven't figured that **** out!) It seems like every since I updated to the latest version of iTunes and iOS 6.0.1 on my iPod touch, the calendar is no longer syncing properly? I've checked all the settings in iTunes and on my iPod itself and there doesn't seem to be any reason why its not syncing? Do I need to update the iOS to 6.0.2? Or is there some other little hidden setting I've missed?

@ Sambal:
My OSX is 10.7.5 Lion. I just gave up and decided to go back to Mac mail, iCal and contacts. I'm guessing the issue has something to do with the way iCal handles sync data from Outlook? Or perhaps the other way around? I did 2-seperate tests where I created a calendar event in Outlook and iCal. On the Outlook test, it synced to iCal, but wouldn't get pushed to my iPod touch calendar? (running iOS 6.0.1)
On the iCal test, it pushed the new event to my iPod within seconds! Also, when I created a calendar event directly on my iPod, that too would sync back to iCal within seconds as well. But not back to the Outlook calendar. It still amazes me that even today MS and Apple still have issues like this? I don't mind using Mac's programs, I just don't like how they have them all as 3-seperate running programs.
I prefer Outlook's all-in-one interface. I think Apple's software engineers need to do a complete makeover!

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