Five Mysteries Of Palm Sunday: The Mystery Of The Donkeys 12.11.2019 Larry Shepard On the first "Palm Sunday", Jesus entered the city of Jerusalem riding on a young donkey. Why did He do this? The simple answer is that He was fulfilling the prophecy found in Zechariah 9:9-10. This is confirmed by Matthew 21:4-6. However, the question remains, Why donkeys? This mystery can be uncovered by: understanding how donkeys are symbolized throughout the Bible, and deciphering the parable of The Fruitful Grain Of Wheat.