Possibly wise move to drop very sorrowful expression (3,2,2)
I believe the answer is:
woe is me
'sorrowful expression' is the definition.
(I've seen this before)
'possibly wise move to drop very' is the wordplay.
'possibly' indicates an anagram.
'to drop' indicates named letters should be taken away.
'very' becomes 'v' (abbreviation).
'wise'+'move'='wisemove'
'wisemove' with 'v' taken out is 'wisemoe'.
'wisemoe' anagrammed gives 'WOE IS ME'.
(Other definitions for woe is me that I've seen before include "I'm wretched!" , "I'm done for" , "I feel terrible" , "I'm fed up" , "I'm dismayed" .)