Besiege, assail (9)
I believe the answer is:
beleaguer
<span class="explanation-format__ClueExplanation">I believe this is a double definition.<br/ ><br/ >'<span class="explanation-format__original">besiege</span>' is the first definition.<br/ ><span class="explanation-format__explanation">(synonyms)</span><br/ ><br/ >'<span class="explanation-format__original">assail</span>' is the second definition.<br/ ><span class="explanation-format__explanation">(beleaguering is a kind of assailing)</span><br/ ><br/ ></span>
(Other definitions for beleaguer that I've seen before include "Put in a very difficult position" , "Surround" , "put in a very difficult situation" .)