The Old Testament contains many prophecies regarding the promised Messiah. The actual number of prophecies is debatable and is argued to be in the hundreds:
Regarding the specific number of promises about the Messiah, there is a wide divergence of opinion. Rabbinical writings refer to 456 separate Old Testament passages used to refer to the Messiah and messianic times (Edersheim, 710-41). One Christian scholar lists 127 personal messianic prophecies (Payne, 667-68). The differences are due to the way in which the New Testament refers to the Old Testament promises. There are direct messianic prophecies (e.g., Micah 5:2; Zech. 9:9); typical messianic prophecies, utilizing an immediate referent in the prophet’s day which pointed to the ultimate referent (e.g., the sacrificial levitical system); and applications of Old Testament concepts to the Messiah (e.g., the reference Matthew 2:23 makes to the prophets saying: “He will be called a Nazarene.”) If we limit ourselves to the direct messianic prophecies just mentioned, a conservative number would be around 65– William Varner, The Messiah: Revealed, Rejected, Received (Bloomington, Ind.: Author House, 2004),
Example prophecies are:
He would be preceded by a messenger (Malachi 3:1)
Behold, I will send my messenger, and he shall prepare the way before me: and the Lord, whom ye seek, shall suddenly come to his temple, even the messenger of the covenant, whom ye delight in: behold, he shall come, saith the Lord of hosts.
He would ride into Jerusalem on a donkey (Zechariah 9:9)
Rejoice greatly, O daughter of Zion; shout, O daughter of Jerusalem: behold, thy King cometh unto thee: he is just, and having salvation; lowly, and riding upon an ass, and upon a colt the foal of an ass.
How did Jesus fulfill these prophecies when the odds are outrageous?