Portland - Trent, KO, THT, 2025 CLE, 2025 MIN, 2025 UTA, 2026 TOR, 2028 TOR, 2030 TOR (lotto)
Utah - Anunoby, Boucher
Toronto - Lillard, Agbaji
That seems like a reasonable enough trade for all 3 teams. Utah gives up its 3 2025 1st's to add OG to the core (and Boucher for depth) while giving up some expiring contracts and their rookie Agbaji. Toronto lands Lillard and Agbaji for OG, Trent, Boucher and 3 1st's. Portland gets 3 expiring contracts (that may have value) and picks up 6 1st round picks.
Lillard, Barnes, Siakam, Poeltl is an excellent top 4 and they have solid depth with Schroder, Barton, Young, Porter, Achiuwa.
Utah balances out their core better with OG adding to Markkanen, Collins, Kessler, Sexton and they still have a bunch of 1st's and a bit of redundancy in Collins and Markkanen for future trades.
Portland gets 6 1st round picks and a bunch of expiring contracts. If you are entering a rebuild there isn't really a better start than that. And they still have other players they can move for additional assets or salary relief.