ITunes and iCloud no longer recognize Outlook on my computer

Question

Since I got my iPhone several years ago, I have used Outlook via iTunes to sync my calendar, contacts, and other information.
I currently have an iPhone 4 with OS 5; I unfortunately have iTunes 10.5.2 running on a Windows 7 operating system.
I say "unfortunately" because despite my satisfaction with how these things all worked together, I am now totally fed up with Apple and it's supposed updates.
Today is Dec. 14, 2011. Two days ago, Apple released an "update" to supposedly address an audio issue. This morning, my computer and iPhone spoke to each other using iTunes -- I chose not to use iCloud when I downloaded the new OS 5.0 because I was not satisfied that it was consistently updating what I needed on my phone. It seems all it wants to do is update to iCloud.
This morning, an Apple alert about a new update showed up on my screen and I said okay to install because in the past there have been been few issues. NONE have caused my iTunes to insist there is no supported calendar program or to not show Outlook as an option for contacts.
This morning pre-update: everything worked as it was supposed to; after the update: NOTHING is working the way it is supposed to.
This ***** and is stupid, APPLE. It is very easy to get another kind of smartphone and these are all catching up with iPhone.
Issuing updates that make the system not work and WASTE HOURS OF MY TIME is no way to keep me as a customer or a way to encourage me to buy more apple products.
IN SUMMARY:
iPhone 4 with OS 5.0
iTunes 10.5.2 with Dec. 14 update
NO LONGER RECOGNIZES OUTLOOK ON MY SYSTEM.
I have wasted hours trying to fix this.

Answer 1

Hi, Linda from Folsom. Thanks for the message.
While I do run iolo system mechanic, my issues did not start until *after* I downloaded iTunes 10.5.2.
On the same date I updated iTunes, I also downloaded a Java update. I did these one after the other so didn't now which updated started the issue.
I later found that my issues were also related to iCloud usage for syncing, which I resolved this week by eliminating iCloud from my life (other than backing up my iPhone).
I posted something in the community about how I undid everything iCloud did to my Outlook, but my solution is only for those who no longer want to use iCloud with Outlook.
That's an interesting point about the iolo system because I didn't have any issues at all with it (until I updated iTunes).
I had a very similar system setup at the time as you do:
iPhone 4 with OS 5.0.1
Outlook 2007 (now I have 2010 version)
iTunes 10.5.2
Windows 7 home premium (now I have the Windows 7 ultimate version).
I will be interested to hear if your iolo system caused some issues as I do like using it for clean up on my hard drive. When I couldn't use Outlook, I went to "JustAsk.com" and paid the small fee to find out that you can repair office from the control panel programs list; this is what solved my issue. 
If you haven't tried it, it's pretty easy:
Open Control Panel
Select Programs
Find Office on the programs list
RIGHT click on it
Select repair
Windows installer runs, then restart
After I did that, iPhone could see Outlook again. That could be where the registry issue is happening with iolo.
Hope this is helpful,
Cecilia