A hotfix for Exchange server is available. See the following KB article for more information. Note: your Exchange administrator will need to install this update on the Exchange server.
Some recurring calendar items disappear from the "Day/Week/Month" view in Outlook when a user uses Exchange ActiveSync on a mobile device to modify a recurring meeting in an Exchange 2003 environment
Update: iTunes version 184.108.40.206 (released 7/31/08) appears to fix some of the sync problems.
There is nothing like using hottest, newest technology. Except when it doesn't work as expected. This was the case with the new iPhone release and iTunes update. Suddenly syncing is broken for many iPhone/Outlook users. The problems are two-fold. Events created on the device are only visible in a table view, in the To-do bar, or in Outlook Today, but not Day/Week/Month view. Appointments may display correctly when the reminder fires but disappear again when the reminder is dismissed. Secondly, events created in Outlook won't sync to the iPhone. Until Apple releases a fix, possible workarounds for each problem are listed below.
Only Outlook calendar sync is affected, contact sync should work perfectly. The iTunes software (and the ITunes COM add-in for Outlook) is required for calendar synching and we believe the bug is in this add-in. Contacts synching is handled directly within the ITunes software.
What we know: there is a problem in the sync process with alerts and recurrence patterns.
If an alert is changed in any way after syncing to the iPhone, the appointment disappears from the Day/Week/Month view in Outlook. This occurs whether the alert change is done manually either in Outlook or on the iPhone or automatically by dismissing the alert once it pops up. Either way the appointment disappears from Day/Week/Month view on the next sync (use a table view to see it). One suggestion is snooze every alert for 2 weeks until Apple releases a fix. If you need longer than 2 weeks, you can type a new time in full words, i.e., 6 weeks.
When new appointments are entered into the iPhone they're set as recurring when synced to Outlook but contain no data and Outlook doesn't know what to do with them. To fix, open the event on the iPhone and change it to recurring daily then end the recurrence on the date of the event before you sync to Outlook. Rather than change the recurrence, you could use a table view (such as All Appointments or By Category) since only the Day/Week/Month view is affected. Also, set an end date to all recurrences - i.e., rather than go on forever, set them to end in 2012.
Send Link by E-mail fails
The issue: When Outlook 2007 is not open and you click on "Send Link by E-Mail..." (or try to email a file in Vista) nothing happens (no warning message appears, nor does an email window open). After this occurs, Outlook 2007 won't open unless you go into Windows Task Manager, Processes Tab and end the OUTLOOK.EXE process. It appears that Outlook is trying to start but it hangs up.
The solution is to remove Apple Mobile Device Support in Control Panel or always open Outlook before using the File, Send to links.
Events created in Outlook won't sync to the iPhone, possibly caused by a bad recurring event in Outlook or conflicts. We're not exactly sure of the problem or have a good workaround for it yet. If you still can't sync after trying the solutions above try this method.
There are several variations to this fix, but the end result is the same - fewer appointments that need to be synced.
If you can find the bad item(s) or conflicts without deleting everything in your calendar, congratulations. If not, you can fix some problems by exporting the calendar to a CSV or Excel file, delete all the events then import them from the CSV. However, this is not a workable solution if you have meetings scheduled on your calendar.
Since any items you delete will be in the Deleted items folder, you could delete all the recurring events and slowly add them back to the calendar folder.
You should also archive old calendar items, leaving just the current year in the calendar, if possible. You can either use AutoArchive or create a second calendar folder and move all old events into it.
Go iTunes, Info, and Calendars. Uncheck Sync All Calendars and check each calendar separately.
Don't set a reminder on appointments, in either Outlook or iPhone.
Reset Sync history
If your pst was used with Outlook 2002 or older, upgrade it to a Unicode pst. See Convert an old PST to a Unicode PST for more information.
fixed iphone calendar sync to outlook (Howardforums)
Mail, Contacts and Calendar Forum (Apple Discussion forums)
iPhone and iPod touch: Some Outlook calendar events might not sync (Apple Support article April 2008)