I want to import a dividend and withholding tax which is incurred on that dividend. The dividend and the withholding tax are reported separately by my broker.
Would the following work:

I want to import a dividend and withholding tax which is incurred on that dividend. The dividend and the withholding tax are reported separately by my broker.
Would the following work:

No, PP imports each line as a transaction. You can probably pre-process it in a spreadsheet by running a pivot table and importing that. See Import CSV file.