There are some issues with the OT prophecies about the Messiah. There are no contemporary recorded accounts of Jesus' birth, life, and death. The closest we have are the Gospels, and the oldest copies date to the second century--100+ years after he allegedly died. This is plenty of time for the authors to write about his birth, life, and death in such a way that made him appear to fulfill the OT prophecies.
The fact that there are contradictions among the various Gospels adds to the likelihood that they were embellished stories.
Following Ockham's razor, it is much more likely that something like this happened.