relative stability

1>3>2>4

delocalise the lone pair of oxygen towards the ring , and u see that carbocation is also in conjugation.

now in 2 also there is +M effect of Phenyl but in 1 the resonating structure has octet of all atoms complete hence is more stable.
thus 1 > 2

3 has +M of phenyl and 3 HC from methyl so 3> 2 , and same reason for 1>3 as for 1 > 2

4th has only hc rest all hav resonance.
so 4 < all

hence 1 > 3 >2 > 4

I THINK IT IS= 1>3>4>2