Calibre cannot sync wirelessly.
What you can do via Wireless is run the Calibre Content server on your Mac, and then use the browser on the PRS-T1 to access the Content Server and select booKs for download to the T1. As for the details on how to do that I cannot help - but it is what I do on my PRS-950 where it works well, and I am reasonably confident the T1 will be similar in this respect.
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