The Messiah would enter Jerusalem riding on an ass.
OT Prophecy NT Fulfillment
Zechariah 9:9f
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.
Matthew 21:6–9
[6] And the disciples went, and did as Jesus commanded them.
[7] And brought the ass, and the colt, and put on them their clothes, and they set him thereon.
[8] And a very great multitude spread their garments in the way; others cut down branches from the trees, and strawed them in the way.
[9] And the multitudes that went before, and that followed, cried, saying, Hosanna to the Son of David: Blessed is he that cometh in the name of the Lord; Hosanna in the highest.
Tanakh – Neviim – Zechariah 9:9f
Rejoice greatly, O daughter of Zion, shout, O daughter of Jerusalem; behold, thy king cometh unto thee, he is triumphant, and victorious, lowly, and riding upon an ass, even upon a colt the foal of an ass.
Hebrew OT – Zechariah 9:9f
[9:9] גִּילִי מְאֹד בַּת־צִיּוֹן
הָרִיעִי בַּת־יְרוּשָׁלִַם
הִנֵּה מַלְכֵּךְ יָבוֹא לָךְ
צַדִּיק וְנוֹשָׁע הוּא
עָנִי וְרֹכֵב עַל־חֲמוֹר
וְעַל־עַיִר בֶּן־אֲתֹנוֹת