Cabin pressure is the equivalent of 5-8000 feet, so unless you'd deflate your tyres for going up the Stelvio or the Tourmalet (I'd take a few psi off myself) then don't bother.
Of course, if challenged by ground staff, lie till your pants are ablaze rather than try to explain any laws of physics.
I can fit my track pump in case so I'll take that so no reason not to deflate tyres just as a precaution anyway.
Overall my only concern so far is the Di2 battery which is not easily removeable so that is something I definitely won't be mentioning!
Nightmare scenario is if they x-ray case(assume all bags are as a matter of course) and it picks up battery as an anomaly or something. I'm stuffed then as can't remove.