Catherine of Aragon's biographers have said that Henry sent to get jewels and baptismal clothing from her for Anne Boleyn, but that she refused to send them. He evidently considered these things his property, but Catherine declared she was still queen and she would not give them to him. None of the stories I've seen about this indicate whether Henry succeeded in getting any of these jewels for Anne.
The pictures posted here indicate that all of the wives of Henry and his daughters had pearls and Tudor rose shaped jewels. None of the roses seem identical; hard to tell about the pearls.
Interesting that Elizabeth as a teenager wore large pearl pendants, long before she received the pearls of Mary Queen of Scots, now said to hang on the Imperial Crown.