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Reboot the PC and soft reset the device. (Soft reset being the button on the side, not turning it on and off).
If that doesn't work you could try to reinstall AS. Ensure that you're not connecting thorugh a USB hub. Make sure there is no firewall software activated. Run a Detect and Repair in outlook. Run a repair on your PST files. Manually use outlook to remove selected appts (move them to PST) and try again.
With AS there is a LOT of trial and error I'm afraid.
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