Arranging the phenol derivative in decreasing order of acidity
The acidity order should be 1 > 2 > 3 as they have pKa values of 9.48, 9.98, and 10.21 respectively.

+R effect of $\ce{-OCH3}$ is more significant than +R effect of $\ce{-OH}$

In case of 1, -I effect works at -ortho position and also +R effect works at -ortho position.

In case of 2, -I effect works at -ortho position and also +R effect works at -ortho position. Net effect is +R effect as +R effect is dominant than -I effect.

In case of 3, -I effect works at -para position and also +R effect works at -para position. Net effect is +R effect as +R effect is dominant than -I effect. But this +R effect is more dominant than in case 2 because -I effect is more dominant at -ortho position than at -para position but+R effect of equally effective at both -ortho and -para positions.

As a result of which, acidity is reduced to greater extent in the third compound compared to the second compound.