CERT: incomplete TLS handshake: sslv3 alert certificate unknown

Verify your Plex Media Server version. It will be 1.x, not 4.x.
SettingsServer_Name → General
or Authorized Devices

Synology model?

The Plex Media Server version provided by Synology is out of date. If you are using that version, download a current version from plex.tv and perform a manual update.

If you are running an old version of PMS, you are probably running into this problem: