What is the cause of this syncing problem?

Increasingly I am getting the message, "Waiting for iPod" whenever I connect my 2nd gen iPod Shuffle to my iBook. This typically happens when I dock my iPod or shortly afterward. Then when I eject my iPod from iTunes, it still appears in the Finder. When I attempt to eject it using the Finder, I get the message, "The disk 'IPOD' is in use and could not be ejected. Try quitting the application and try again." Then I have to quit iTunes altogether to avoid getting the dreaded "Device Removal" message. Some times it takes several attempts to get a clean doc, sync and eject.
This has been happening over the past couple of versions of iTunes. I noticed that the latest version, 9.03 (15) was supposed to fix this problem. It hasn't improved the situation at all. I have followed other suggestions on the Apple website such as plugging my dock directly into either of my iBook's USB ports, but that doesn't make any difference. This is getting quite irritating. It's also happened occasionally when I've docked my iPod Touch.
What do you think is going on?
-Bill

First part of your question:
Error Message
%CFT_API-3-CFT_ERRMSG_NO_MEMORY: [chars] [chars] [dec]
Explanation
The system was unable to supply the requested memory for flow processing to continue
Recommended Action
Reduce other system activity to ease
memory demands. If conditions warrant,
upgrade to a larger memory configuration.
link:
www.cisco.com/c/en/us/td/docs/ios/system/messages/guide/sm_cn02.pdf
Pretty generic, but its a start, the process in question is cft_flow_lookup.
This may be an indication of a deeper resource issue.

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