Cahn-Ingold Prelog rules concerning tie breaking on second level
look, all i can say is that $ D &gt; C &gt; A $

why ?

Lets compare A and C
$ OCH$3 and $ H $ are common to both. one has CH3 and the other has CH2F. of course, C &gt; A.

compare A and D in the same way and find that D &gt; A

compare D and C now. 
there is clear proof that D &gt; C because it has F in two places while C has H in those two exact positions.
thus it is seen that D &gt; C &gt; A

now see B and C
in B : after O we have CH3 and after C we have { H , H , F }
in C : after O we have H and after C we have { H , H , O }

looking at second layer after oxygens : B &gt; C
looking at second layer after carbons : C &gt; B.
thus even i am confused when it comes to B
but definitely D &gt; C &gt; A