How to add items when adding columns in java sw

Hello I would like to ask is it possible to add items when you add additional columns. In my situation I have a checkbox and when its checked it will automatically add a column and also add an item but whats happening is the item is adding on the existing column where it should be under the column that was created.

Here are some screenshots Actual:

And here is the expectation:

Unfortunately I cannot post my code here causw im using mobile. I can edit this when i get on my computer.