A new vanity callsign will be granted to me (currently in pending level 2 stage).
Can I transfer my current soon to be cancelled callsign (vanity) to a club which I am trustee without waiting the two years for the club to apply for it?
No. Per the FCC vanity callsign FAQs:
Q: Can I request that the call sign I vacated be assigned to my new club station under the former holder provision?
A: No. Your club station was not the holder of the call sign you vacated. After two years, your club station license trustee might apply for it under the request-by-list provision.