I think you have a few misconceptions. Firstly Toyota safety sense has nothing to do with the infotainment. They are seperate. Wireless car play/android is not required for TSS
Secondly, Toyota safety sense 3.0 allows for OTA (over the air) updates. That does not mean you can take old versions and upgrade them. The sienna is still on TSS 2.0, not even 2.5. So the upgrade to 3.0 seems like a dream. It would be nice if Toyota skips 2.5 and just goes to 3.0. Who knows.
Secondly, Toyota safety sense 3.0 allows for OTA (over the air) updates. That does not mean you can take old versions and upgrade them. The sienna is still on TSS 2.0, not even 2.5. So the upgrade to 3.0 seems like a dream. It would be nice if Toyota skips 2.5 and just goes to 3.0. Who knows.