Simplicity is earned under constraint
The simple version is the third or fourth, made once you can see which complexity is essential. Constraint is the material that forces it.
The first version of anything is either too simple, because the real complexity hasn’t been felt yet, or too complex, because every fear got encoded into the design. The simple version is usually the third or fourth: the one made after you can see clearly enough to tell which complexity is essential and which was only a worry.
What forces that clarity is constraint, and what sustains it is the discipline of removal: looking at a thing you have made and asking, of every element, whether it is still earning its place. Fred Brooks split complexity into the essential and the accidental, and the work is to remove the accidental and refuse to miss it. Time, scope, headcount, ambiguity, politics: these are not the friction around the design, they are the material of it.
Simplicity is not chosen. It is earned: by revision, under understanding, against a constraint that will not move.