head to head
Neither is simply harder - they are hard in different places. Pokemon Crystal Version demands more variance; Portal demands more execution.

Optimization · Pure Optimization
The definitive Johto adventure, adding animated sprites and the Suicune storyline across two regions.

Optimization · Pure Optimization
The portal-gun puzzle game whose solutions are everything.
Pokemon Crystal Version leans Optimization (Pure Optimization); Portal leans Optimization (Pure Optimization).
Portal leans clearly harder on execution.
Pokemon Crystal Version
Menu-driven battles; zero hands requirement
Portal
Portal placement timing modest.
Pokemon Crystal Version leans clearly harder on reads.
Pokemon Crystal Version
Scripted trainers; human link battles are optional
Portal
No adversary modeling player.
Pokemon Crystal Version leans clearly harder on variance.
Pokemon Crystal Version
Encounter and catch RNG, shiny odds, crit rolls
Portal
Deterministic chambers; no randomness.
Same score on optimization - which means the number cannot separate them. The difference is in what each one asks of you.
Pokemon Crystal Version
Type charts, movesets, and two-region routing dominate
Portal
Pure puzzle-solving optimization.
A matching score does not mean a matching test. Two games can both sit at 10 on execution and demand completely different things of you - which is why the reasoning above matters more than the number beside it.