The only option to do this would involve scripting. You’d have to generate the statement PDF, but also dynamically find and generate the PDF’s for all transactions on the Statement. Alternatively, you could uses searches or queries to get the data, and then generate something that looks like a Statement + Transactions combined PDF. This is not an easy task, and there’s no standard functionality that can do this.
Just curious, why do you need something like this? This will be a lot of effort.