Theophylact of Bulgaria
The Lord rides into Jerusalem on a donkey, accomplishing two significant objectives simultaneously. Firstly, He fulfills the prophecy stated in Zechariah 9:9, "Behold thy King cometh, sitting upon a donkey." Secondly, this act symbolizes His intention to bring under His reign a new, untrained, and unruly Gentile nation. Given the short distance from Bethany to Jerusalem, it seems unnecessary for Him to ride a donkey, especially after walking extensively throughout Galilee and Judea. Therefore, His choice carries a profound significance.
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The donkey, previously tied and having had many masters, is released by those sent, the "apostles." This action conveys a meaningful message: Bethany translates to "house of obedience," while Bethphage means "house of jaws," a place associated with priests who were entrusted with teaching, as outlined in the Law (Deuteronomy 18:3). The ‘jaws’ symbolize the instructive word that sharpens and refines understanding. Thus, where there exists a place devoted to this teaching and adherence to it, the Lord's disciples are sent forth to liberate individuals ensnared by sinful entanglements and worldly concerns, transforming them from servitude to various masters and deities into devoted worshippers of one Lord Jesus and one God the Father. Conversely, in the absence of a house of obedience where the teacher's word is welcomed, this transformation does not occur, and the donkey remains untied. The sending of ‘two’ signifies that both prophets and apostles play essential roles in guiding the Gentiles toward Christ and instructing them to follow Him. They retrieve a donkey from a certain 'village,' indicating that the Gentile people embody simplicity and a lack of understanding, as they have not been schooled in either Mosaic or prophetic teachings, representing the unlearned beast of burden. Yet, as another evangelist recounts (Matthew 21:15), the children proclaiming, "Hosanna to the Son of David," may also symbolize this new people who, believing in Jesus, the descendant of David, are offering praise to God, fulfilling the prophecy, "The generation to come shall praise the Lord" (Psalm 101:19).