Ok, so you have a HTML 5 file input markup on your view and you have enabled multiple attribute to true. You may also be using widgets based on HTML5 input like \kartik\widgets\FileInput. But when you read a file in Yii controller using CUploadedFile (Yii1) or UploadedFile (Yii2), you do not see a list of multiple files that you selected in your view, but only one row. Your HTML markup in your view would be something like this and you don't know why this is not working?
If you want to edit data directly in the gridview in a 'dropdownlist' style, then you could use the 'type' => 'select' option of TbEditableColumn (YiiBooster) or EditableColumn (x-editable for Yii). This wiki shows how to get data from the db for the 'dropdownlist', by converting AR model data into an array that is passed in json format.