The exact same thing started happening to me today.
I contacted Samsung Customer Service and the rep was able to resolve my issue.
He said that some updates might've gotten corrupted because they didn't install correctly.
That's why my phone was continually trying to transfer updates to my watch.
I had to reinstall the Wear App, which reinstalled the Plug In and Accessory Service.
This allowed 5 updates to get installed correctly and stop the transferring file notifications!
For good measure, I also restarted my phone and rebooted my watch during the process.
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