The most common and most likely answer to this crossword clue is the 3 plus 3 plus 8 letter word RUN THE GAUNTLET
R
U
N
T
H
E
G
A
U
N
T
L
E
T
Buddy explains!
The straight part
We know that "Undergo punishment" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case undergo punishment = run the gauntlet.The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.