there are a few options. i use the wind jacket one as my WJ rolls into a ball so I get tape it anywhere with masking tape, then get going on the bike and slip it on. others put a jersey on in T1. i find that putting a synthetic top on in Tx is really slow as you are wet and synthetics dont go onto wet skin very well (try putting a jersey on after a shower). the jacket tends to stick a bit but less so once you are going as you have the wind drying effect.
is the swim OW? the compression top will work for that. I have done that in the past. it was OK.
are you hoping for a good time? you could just take the extra seconds in T, put a LS (dry) jersey and swim a bit faster?