Can't sync Outlook with iCal - but only when I activate iCloud

I have seen discussions in the forums about problems syncing Outlook with iCal - however, that is not *exactly* my issue. I can sync them fine, until I put the resulting iCal calendar in iCloud. Then Outook (2011 for Mac) stops syncing with iCal (v. 5.0.3). I take it out of iCloud, it works. What I want to be able to do is: 1. Sync Outlook with iCal. 2. Sync iCal with my iPhone via iCloud.
I used to manually sync my iPhone (4s) with my work computer (which apparently I could go back to doing if I change the settings in my iPhone?) and just update my work calendar to get it on my phone (my home calendar syncs fine, but it's not integrated with Outlook). I don't want to only use iCal, because I get a lot of Outlook invites for meetings.
Is this a feature that's just not supported by Apple at this time? Do I need to upgrade my O/S? I'm using Mac OS X 10.7.5 (Mountain Lion).
In short, I just want my Outlook calendar on my iPhone (ideally, without having to manually sync).

What kind of iPad and iPhone are you working with.. and what Software version on (5.1.1) is the most recent..

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