Welcome to Justanswer.com
My name is Dustin and I am here to help.
Unfortunately, your suffering from a limitation of the Samsung Kies software and its interface with outlook.
Im sure your aware of the limitation each time you cross your fingers and install a Kies update.
My best advice to you, is to use a different program then Kies. The program below works exceedingly well with outlook and the Galaxy s3..http://www.companionlink.com/
For as complex of a calendar as you have mentioned, I think the fee for the program would be reasonable, and this program will do what you wish Kies was doing.
The maker of this program doesnt survive off of phones, or apps or new features. They have one purpose, and thats to correctly sync data between mail programs and phones.
If you have any further questions, let me know.
If you feel like my advice was of help, please remember to click one of the rating icons below and then click submit.