I experienced the same issue.
Prior the upgrade I had changed the user in /etc/init.d/transmission-daemon to 
my username.
To resolve the issue, I restored the original user "debian-transmission" and 
then the upgrade process went ok.

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https://bugs.launchpad.net/bugs/1058518

Title:
  package transmission-daemon 2.51-0ubuntu1.1 failed to install/upgrade:
  subprocess installed post-installation script returned error exit
  status 255

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