Source Sheet (https://RabbiKraz.com/TefillinDesert)

• Did the jews wear Tefillin in the desert?
• The Medrashim debate this point.
• The Mabit and the Ra'avan take one side.
• The Rashba's revolution.
• The difficult Ramban and the Radvaz's objections.
• Reb Memachem Ziemba and his son.
• Reb Shaul Berlin's take
• The Malbim believes it's all based on a debate in Gittin.
• The Rebbe spins it in the opposite direction.